(Z)-N-(3-ethoxypropyl)-2,4-dimethyl-5-((2-oxo-5-(1-phenyl-1H-pyrazol-4-yl)indolin-3-ylidene)methyl)-1H-pyrrole-3-carboxamide

ID: ALA3731753

PubChem CID: 117622460

Max Phase: Preclinical

Molecular Formula: C30H31N5O3

Molecular Weight: 509.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOCCCNC(=O)c1c(C)[nH]c(/C=C2\C(=O)Nc3ccc(-c4cnn(-c5ccccc5)c4)cc32)c1C

Standard InChI:  InChI=1S/C30H31N5O3/c1-4-38-14-8-13-31-30(37)28-19(2)27(33-20(28)3)16-25-24-15-21(11-12-26(24)34-29(25)36)22-17-32-35(18-22)23-9-6-5-7-10-23/h5-7,9-12,15-18,33H,4,8,13-14H2,1-3H3,(H,31,37)(H,34,36)/b25-16-

Standard InChI Key:  UKXLDXNBCHTNNR-XYGWBWBKSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3731753

   N-(3-ethoxypropyl)-2,4-dimethyl-5-[(Z)-[2-oxo-5-(1-phenylpyrazol-4-yl)-1H-indol-3-ylidene]methyl]-1H-pyrrole-3-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 509.61

Molecular Weight (Monoisotopic): 509.2427

AlogP: 5.13

#Rotatable Bonds: 9

Polar Surface Area: 101.04

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.18

CX Basic pKa: 1.24

CX LogP: 4.16

CX LogD: 4.16

Aromatic Rings: 4

Heavy Atoms: 38

QED Weighted: 0.21

Np Likeness Score: -1.22

References

1.  (2014)  3-(aryl or heteroaryl) methyleneindolin-2-one derivatives as inhibitors of cancer stem cell pathway kinases for the treatment of cancer, 

2.  (2019)  3-(aryl or heteroaryl) methyleneindolin-2-one derivatives as inhibitors of cancer stem cell pathway kinases for the treatment of cancer, 

Source

Source(1):

• Patent Bioactivity Data